A convenient synthesis of 2-functionalized pyrrolo[2,3-d]pyrido[1,2-a]pyrimidines

The thermal reaction of N-benzyl-N-{3-forrnyl-4-oxo-4H-pyfido[1,2-a]-pyrimidin-2-yl} amino esters (1) provides 2-substituted pyrrolo[2.3-d]pyrido[1,2-a]-pyrimidin-4(1H)-ones (2) effectively. Therein, the lactonization and consecutive decarboxylation of the initially formed methyl 2-substituted 1,2,3...

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Bibliographic Details
Published inHeterocycles Vol. 70; pp. 181 - 185
Main Authors Zhang, Yuchi, Kawashima, Keisuke, Noguchi, Michihiko
Format Journal Article
LanguageEnglish
Published OXFORD Elsevier 31.12.2006
Subjects
Chemistry
Chemistry, Organic
Physical Sciences
Science & Technology
pyrrole[2,3-d]pyrido[1,2-a]pyrimidine
pyrrole-ring formation
thermal cyclization
BETA-LACTONES
DECARBOXYLATION
lactonization of beta-hydroxy ester
decarboxylation of lactone
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Summary:The thermal reaction of N-benzyl-N-{3-forrnyl-4-oxo-4H-pyfido[1,2-a]-pyrimidin-2-yl} amino esters (1) provides 2-substituted pyrrolo[2.3-d]pyrido[1,2-a]-pyrimidin-4(1H)-ones (2) effectively. Therein, the lactonization and consecutive decarboxylation of the initially formed methyl 2-substituted 1,2,3,4-dihydro-3hydroxy-4-oxopyrrolo[2.3-d]pyrido[1,2-a]pyrimidine-2-carboxylates (4) is proposed for the formation of 2.
ISSN:0385-5414
DOI:10.3987/COM-06-S(W)59